Chaotic cryptography is a promising area for the safe and fast transmission, processing, and storage of data. However, many developed chaos-based cryptographic primitives do not meet the size and composition of the keyspace and computational complexity. Another common problem of such algorithms is dynamic degradation caused by computer simulation with finite data representation and rounding of results of arithmetic operations. The known approaches to solving these problems are not universal, and it is difficult to extend them to many chaotic systems. This chapter describes discrete maps with adaptive symmetry, making it possible to overcome several disadvantages of existing chaos-based cryptographic algorithms simultaneously. The property of adaptive symmetry allows stretching, compressing, and rotating the phase space of such maps without significantly changing the bifurcation properties. Therefore, the synthesis of one-way piecewise functions based on adaptive maps with different symmetry coefficients supposes flexible control of the keyspace size and avoidance of dynamic degradation due to the embedded technique of perturbing the chaotic trajectory.